SU398547A1 - METHOD OF OBTAINING DERIVATIVES OF 5H, 2,3,6,7-TETRAHYDROIMIDAZO - Google Patents
METHOD OF OBTAINING DERIVATIVES OF 5H, 2,3,6,7-TETRAHYDROIMIDAZOInfo
- Publication number
- SU398547A1 SU398547A1 SU1709537A SU1709537A SU398547A1 SU 398547 A1 SU398547 A1 SU 398547A1 SU 1709537 A SU1709537 A SU 1709537A SU 1709537 A SU1709537 A SU 1709537A SU 398547 A1 SU398547 A1 SU 398547A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- tetrahydroimidazo
- indole
- azepino
- obtaining derivatives
- hours
- Prior art date
Links
Landscapes
- Indole Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Description
При обработке водного раствора хлоргидрата разбавленным NH4OH получают соединение формулы 1, т. пл. 180-181° (абс. снирт).By treating the aqueous solution of the hydrochloride with dilute NH4OH, a compound of formula 1 is obtained. 180-181 ° (abs. Snippet).
Найдено, %: С 74,67; Н 67,4; N 18,55.Found,%: C 74.67; H 67.4; N 18,55.
CuHisNa.CuHisNa.
Вычислено, %; С 74,66; Н 6,67; N 18,66.Calculated,%; C, 74.66; H 6.67; N 18.66.
Пример 2. Получение 12-р-(диметиламино ) - этил - 5Н,2,3,6,7 - тетрагидроимидазо{1,2а )-азепино(3,4-в)индол (I, R Cn2CH2NMe2).Example 2. Preparation of 12-p- (dimethylamino) -ethyl-5H, 2,3,6,7-tetrahydroimidazo {1,2a) -azepino (3,4-b) indole (I, R Cn2CH2NMe2).
К суспензии 11 г 5Н,2,3,6,7-тетрагидроимидазо (1,2-а)азепино(3,4-в) индола в 50 мл сухого диметилформамида порци ми прибавл ют (при температуре около 20°С) 1,3 г гидрида натри . Смесь нагревают при 30°С в течение 2 час и затем при 50° 3 час. К реакционной массе при 50С по капл м прибавл ют 6 г диметиламиноэтилхлорида и нагревают 4 час при 55-60°С. После охлаждени реакционную массу выливают в 50 мл 50%-ной уксусной кислоты, раствор подщелачивают разбавленным аммиаком и экстрагируют бензолом. Экстракт сушат прокаленным поташом и упаривают , остаток перегон ют, получают 7,5 г { 50 %) 12-|3- (диметиламино) этил-5П,2,3,6,7тетрагидроимидазо (,2 - а)азепино(3,4 - в)индола , т. кип. 204-206°С (2 мм рт. ст.), т. пл. 42-44°С.To a suspension of 11 g of 5H, 2,3,6,7-tetrahydroimidazo (1,2-a) azepino (3,4-b) indole in 50 ml of dry dimethylformamide is added in portions (at a temperature of about 20 ° C) 1, 3 g sodium hydride. The mixture is heated at 30 ° C for 2 hours and then at 50 ° 3 hours. 6 g of dimethylaminoethyl chloride are added dropwise to the reaction mass at 50 ° C and heated for 4 hours at 55-60 ° C. After cooling, the reaction mass is poured into 50 ml of 50% acetic acid, the solution is alkalinized with dilute ammonia and extracted with benzene. The extract is dried with calcined potash and evaporated, the residue is distilled to give 7.5 g {50%) 12- | 3- (dimethylamino) ethyl-5P, 2,3,6,7 tetrahydroimidazo (, 2-a) azepino (3,4 - c) indole, t. Kip. 204-206 ° С (2 mm of mercury), t. Pl. 42-44 ° C.
Найдено, %: С 73,31; Н 7,89; N 18,94.Found,%: C 73.31; H 7.89; N 18.94.
Ci8H24N4.Ci8H24N4.
Вычислено, %: С 72,97; Н 8,10; N 18,91. Предмет изобретени Calculated,%: C, 72.97; H 8.10; N 18.91. Subject invention
Способ нолучени производных 5Н,2,3,6,7тетрагидроимидазо (,2 - а)азепино(3,4 - в)индола общей формулыThe method of obtaining derivatives of 5H, 2,3,6,7 tetrahydroimidazo (, 2 - a) azepino (3,4 - c) indole of the general formula
где R - водород, алкил или диалкиламиноалкил , отличающийс тем, что 1-алкоксиЗН ,4,5-дигидроазепино (3,4-в) индол подвергают взаимодействию с галоидгидратом р-галоидэтиламино и полученный при этом галоидгидрат 5Н,2,3,6,7 - тетрагидроимидазо (1,2-а) азепино (3,4-в) индола обрабатывают щелочным агентом с последующим алкилированием полученного основани 5Н,2,3,6,7-тетрагидроимидазо ( 1,2-а) азепино (3,4-в) индола алкилирующим агентом, например диметиламиноэтилхлоридом , и выделением целевого продукта известными приемами.where R is hydrogen, alkyl or dialkylaminoalkyl, characterized in that 1-alkoxyZH, 4,5-dihydroazepino (3,4-b) indole is reacted with β-halo-ethylamino halohydrate and the resulting 5H, 2,3,6 halohydrate, 7 - tetrahydroimidazo (1,2-a) azepino (3,4-b) indole is treated with an alkaline agent, followed by alkylation of the resulting 5H, 2,3,6,7-tetrahydroimidazo (1,2-a) azepino base (3.4 -c) indole by an alkylating agent, for example dimethylaminoethyl chloride, and isolation of the target product by known methods.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU1709537A SU398547A1 (en) | 1971-10-28 | 1971-10-28 | METHOD OF OBTAINING DERIVATIVES OF 5H, 2,3,6,7-TETRAHYDROIMIDAZO |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU1709537A SU398547A1 (en) | 1971-10-28 | 1971-10-28 | METHOD OF OBTAINING DERIVATIVES OF 5H, 2,3,6,7-TETRAHYDROIMIDAZO |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU398547A1 true SU398547A1 (en) | 1973-09-27 |
Family
ID=20491504
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1709537A SU398547A1 (en) | 1971-10-28 | 1971-10-28 | METHOD OF OBTAINING DERIVATIVES OF 5H, 2,3,6,7-TETRAHYDROIMIDAZO |
Country Status (1)
| Country | Link |
|---|---|
| SU (1) | SU398547A1 (en) |
-
1971
- 1971-10-28 SU SU1709537A patent/SU398547A1/en active
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